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My first year in sales as technical founder

fabiandietrich.com

21–30 of 66 posts

Re: My first year in sales as technical founder

#21
As a co-founder (tech background but haven't coded in a while), I got comfortable with sales best when I hired a sales coach. There are so many things to learn in sales and a coach is often the fastest way to assess your inherent weaknesses and address them head on.

I paid $2k/mth about 10 yrs ago; at the time I felt scared to spend so much but once I realized it was an investment in me, and I put in the time to learn, I can safely say it continues to pay off even now. I quite enjoy sales now. Not saying I'm good at it but certainly a far way from "I hate sales and would much rather code".

Re: My first year in sales as technical founder

#22
Back in the days, I did the first 2m in ARR at Stream myself, it was kinda hard :)

Nice to have a team in place these days, but I still show up for the largest deals to support the team as needed. (140 person company, i think this always stays part of the founder tasks)

Re: My first year in sales as technical founder

#23

As a co-founder (tech background but haven't coded in a while), I got comfortable with sales best when I hired a sales coach. There are so many things to learn in sales and a coach is often the fastest way to assess your inherent weaknesses and address them head on. I paid $2k/mth about 10 yrs ago; at the time I felt scared to spend so much but once I realized it was an investment in me, and I put in the time to lear…

Do you think that sales is among the many realms where freely available quality instructional material has become ubiquitous in the past decade? Not that it would ever work as a full stand-in for a paid coach, but it might be enough to bridge the gap for some of us.

Re: My first year in sales as technical founder

#24

is sales really that hard for people? you just talk to people and convince them lol its not that hard. i didn't know i was good at sales turns out i just have to be me and people like what i gotta say

I always thought selling a good product is easy.

Creating a good product that is hard.

And selling a bad product is hard so the people with this skill makes a lot of money.

Re: My first year in sales as technical founder

#25

is sales really that hard for people? you just talk to people and convince them lol its not that hard. i didn't know i was good at sales turns out i just have to be me and people like what i gotta say

I always thought selling a good product is easy. Creating a good product that is hard. And selling a bad product is hard so the people with this skill makes a lot of money.

Creating a good product requires lots of interaction with your target customers. You can call the "sales" in the beginning, but it's really understanding how to tweak your product from an idea to solve a problem into something that fits into the customer's workflows and solves their problems. The only way to really validate the product is to see who pays money for it.

Re: My first year in sales as technical founder

#26
"1) it is highly scalable and you can easily send out thousands of emails per day, 2) it’s a fairly “democratic” form of outreach where you can achieve great outcomes with good offers sent to the right people, and 3) there’s no platform risk."

From a European citizen point of view, this framing ignores a very real constraint: GDPR.

In the EU, sending marketing emails is not just a growth tactic, it is regulated personal data processing. In most cases, you need prior, explicit consent before sending promotional emails. “We found your email online” or “legitimate interest” is usually not enough for cold outreach aimed at sales.

The risks are not theoretical:

Administrative fines that can reach up to 20M EUR or 4 percent of global annual turnover.

Orders to stop processing, which can immediately kill an outbound pipeline.

Domain and IP blacklisting by European ISPs and email providers.

Blocking or delisting of websites and services in the EU market after regulator or court decisions.

Complaints to Data Protection Authorities by a single recipient are enough to trigger investigations.

So there is very much platform and regulatory risk, at least if you want access to the European market. Email is scalable, yes, but in Europe it scales legal exposure just as fast if consent, proof of consent, opt-out mechanisms, and transparency obligations are not handled correctly.

This is why many EU companies invest heavily in permission based lists, double opt-in, and strict compliance processes. Growth without compliance is not “no risk”, it is deferred risk.

Re: My first year in sales as technical founder

#27

As a co-founder (tech background but haven't coded in a while), I got comfortable with sales best when I hired a sales coach. There are so many things to learn in sales and a coach is often the fastest way to assess your inherent weaknesses and address them head on. I paid $2k/mth about 10 yrs ago; at the time I felt scared to spend so much but once I realized it was an investment in me, and I put in the time to lear…

Do you think that sales is among the many realms where freely available quality instructional material has become ubiquitous in the past decade? Not that it would ever work as a full stand-in for a paid coach, but it might be enough to bridge the gap for some of us.

Yes I think possible. 1. sales aptitude assessment tools like Objective Management Group (the one I took) help you identify core weaknesses that are critical to understand and work on. 2. Recording your sales calls (assuming you're on the phone) and then asking AI to critique it and coach you, with the above assessment as context, could be very helpful.

If you're disciplined I think the above approach may be a pretty good stand-in for a real coach. Or at least help you evaluate a coach better should you choose to pony up for one later.

Re: My first year in sales as technical founder

#28
> Why do I even need to do sales?

> When looking specifically at bootstrapped (self-funded) SaaS startups, this is a valid question. There are many profitable startups in the low-end B2B space ($10-$50/mo) that exclusively rely on marketing. These are the perfect lifestyle businesses that the indiehacking community is dreaming of. But they’re very hard to pull off, and leave a lot of money on the table.

Fellow technical co-founder-turned-salesperson. I'd like to add something here.

In previous businesses I relied on marketing, SEO etc.I thought "they're the gift that keep on giving" whereas sales is effort in value out. Not only is that wrong, but SEO / ads take time. For an early-stage company / product where iteration is key, sales is the fastest way to get signal.

Imagine using web conversions as the driver for iteration. It takes at least a week to kick off some campaign, months to build up, and months to have interpretable data. Plus no one's going to just tell you "no"! With sales, you can send 100 emails and in one night get some real signal. You might even get an inkling of "that's not going to work" or "ok I'm interested". In a compounding feedback loop, that is often the difference between a company that pops off and one that fizzles

Re: My first year in sales as technical founder

#29

As a co-founder (tech background but haven't coded in a while), I got comfortable with sales best when I hired a sales coach. There are so many things to learn in sales and a coach is often the fastest way to assess your inherent weaknesses and address them head on. I paid $2k/mth about 10 yrs ago; at the time I felt scared to spend so much but once I realized it was an investment in me, and I put in the time to lear…

Do you think that sales is among the many realms where freely available quality instructional material has become ubiquitous in the past decade? Not that it would ever work as a full stand-in for a paid coach, but it might be enough to bridge the gap for some of us.

Its like acting. Some people can do it without acting coaches. But it’s best if you invest in them.

Re: My first year in sales as technical founder

#30
There’s an abundance of public data on people’s interests (their comments and reactions to posts), which we evaluate with our in-house AI agent to build high-intent contact lists.

That's fishy and depending on the jurisdiction it could also be illegal. I wouldn't want to receive a personalized e-mail from someone who scraped my public comments on some platform. It would seem too fucking intrusive.

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